I do hereby certify that on the 16th inst. I joined in the holy bonds of matrimony William Rayl to Sarah McCulloch all of sd county. Given under my hand this 17th Dec. 1835. G. W Wright C.C.C. Clerk.

Know all men by these presents that we William B. Dingle & Sarah Ann B. his [the word wife is missing] of the County of Cooper & State of Missouri for and in consideration of the sum of Eight hundred dollars to us in hand paid by William Rayl of the County & State aforesaid for the name of his heirs viz, Sarah E. Rayl, James T. Rayl Penelope Rayl, William W. Rayl Mary Jane Rayl Edmund M. Rayl & Sarah Virginia Rayl the receipt of which is hereby acknowledged have this day bargained & sold & by these presents do bargain & sell unto the said Heirs Sarah E Rayel, James T. Rayl, Penelope Rayl, William W. Rayl, Mary Jane Rayl Edmund M. Rayl & Sarah Virginia Rayl their heirs & assigns forever the following tract or parcel of land lying & being in the County & State aforesaid viz, the E « of the North East quarter of Section Seven Township forty-six Range nineteen also the South East qr of the South East qr of Section Six in township forty six in Range nineteen containing one hundred & twenty acres to have & to hold the above described premises with all & singular the rights privileges & appertenances thereunto belonging or in any wise appertaining to the said Sarah E. Rayl James T. Rayl Edmund M. Rayl Penelope Rayl William W. Rayl Mary Janes Rayl & Sarah Virginia Rayl their heirs & assigns forever And we the said William B. Dingle & Sarah Ann B. his wife do more over covenant to & with the said Sarah E. Rayl, James T. Rayl Penelope Rayl William W. Rayl Edmund M. Rayl Mary Jane Rayl & Sarah Virginia Rayl that we will warrant & defend full from incumbrances & claims arising from [ ] our heirs & from all & every other person the right & title in & to the above described premises or land In testimony which we the said William B. Dingle & Sarah Ann B. his wife have hereunto set our hand & affixed our seal on this 16th day of May 1837.

County of Cooper Be it remembered that on the 16th day of May in the year of our Lord eighteen hundred & thirty seven personally appeared William B. Dingle & Sarah Ann B. his wife before me [Anthony] [illegible] a justice of the peace within & for the said County [illegible - two words] whom are personally known to me to be the persons whose names are subscribed to the foregoing instrument of writing as having executed the same & she the said Sarah Ann B. being by me first made acquainted with the contents & examined separate & apart from her husband and whether she executed the said deed & relinquished her dower in the Said said Land & tenements voluntarily freely & without compulsion or undue influence of her husband acknowledged & acclaimed that she executed the said deed & relinquished her dower in the said tenements voluntarily freely & without compulsion or undue influence on the part of her husband and they severally acknowledged the same to be their act & deed for the purposes therein mentioned Taken & certified the day year aforesaid. Anthony S. Walker, J.P.

County of Cooper. I Rober P. Clark Clerk of the circuit court in and for the County aforesaid do hereby certify that I recorded the within and forgoing deeds, instrument of writing on the 29th day of May 1837 in Deed Book E page 495.

In testimony whereof I the clerk aforesaid have hereunto set my hand and seal of office at Boonville the day and year aforesaid. Robert P. Clark By Bennett C. Clark, D.C.

This Indenture made and entered into this fifth day of May in the year eighteen hundred and thirty-seven between Wm W. Rayle and Sarah E. his wife of the County of Cooper and State of Misfouri of the one part and Mary Dobbins of the County and State aforesaid of the other part witnesfeth, That the said Wm. Rayle and Sarah E. his wife for and in consideration of the sum of two hundred dollars to them in hand paid the receipt whereof is hereby acknowledged do hereby grant bargain and sell convey and confirm unto the said Mary Dobbin her heirs and assigns forever the west corner of Lot No. two hundred and eight, lying on spring street being thirty feet front and forty feet back, the said parcel of ground being part of a lot heretofore occupied by the said Rayl as a blacksmith shop the said parcel of ground lying situate in the town of Boonville together with all and singular the appurtenances thereunto belonging or in any wise appertaining To have and to hold the above described premises unto the said Mary Dobbins, her heirs and assigns. And the said Wm. Rayle and Sarah E. his wife the aforesaid premises unto the said Mary Dobbins her heirs and assigns against the claim or claims of all and every person whatsoever as and will warrant and forever defend by these presented In testimony we have hereunto set our hands and seals.

County of Cooper) Be it remember that on the [5th] day of June in the year of our Lord eighteen hundred and thirty-seven before me Anthony S. Walker, a justice of the peace within and for Cooper County State of Misfouri personally appeared William Rayl and Sarah E. Rayl his wife both personally known to me to be the persons whose names are subscribed to the foregoing instrument or writing as having executed the same and she the said Sarah E. being by [ ] made acquainted with the contents thereof and examined separate and apart from her husband whether she executed the said deed & relinquished her dower in the said land & tenements voluntarily freely & without compulsion or undue influence of her husband acknowledged & declared that she executed the said deed & relinquished her [crossed out] in the said land & tenements voluntarily freely & without compulsion or undue influence on the part of her said husband. Taken & certified the day & year above written.

County of Cooper I Robert P. Clark clerk of the circuit court in and for the County aforesaid do hereby certify that I recorded the within and foregoing deed or Instrument of writing on the 8th day of January 1838. In deed Book H page 107.

In testimony whereof I the clerk aforesaid have hereunto set my hand and seal of office at Boonville this day and year year aforesaid.

Know all men by these presents that whereas heretofore to wit on the 19th day of June A.D. 1849 Wm Samuel by his deed conveyed to Christopher J. Terrell in trust for the [ ] and benefit of William Whitehurst Mary Jane Whitehurst Charly Whitehurst and Alexander Whitehurst children of D.C. Whitehurst of the County of Cooper in the State of Mifsouri and for such other children which might thereafter be born of Penelope Whitehurst the wife of said D.C. Whitehurst a certain tract or parcel of land situated in the county of Cooper aforesaid and known and described as follows to wit, all that portion of land allotted to William Samuel by the commifsioners appointed by the Cooper Circuit Court to make partition of the land of Margaret Samuel deceased which is numbered two upon the plat returned accompanying said commifsioners Report except so much of said land as said Samuel heretofore sold to John Combs and also except twenty four acres lying on the west end of said land heretofore sold & conveyed to George W. Morton said twenty four acres adjoins the lands of John Combs on the south of said land, the land of Alexander Tucker on the west & the lands of John Samuel & David [Adrons] on the north and there is also conveyed to the said Terrill in trust for the purposes aforesaid by said deed a certain other tract to wit a portion of the land allotted to Eliza Samuel by the commifsioners aforesaid numbered on said plat lot number (3) three containing six acres and [91 ½] poles being the same piece of land heretofore sold and conveyed by said Eliza to John combs and by said Combs conveyed to said William Samuel, the said two parcels containing alltogether seventy acres more or lesf including the two pieces excepted as aforesaid and the said William Samuel by the same deed & for the same uses conveyed to the said Terrill upon the same trusts a certain other piece of land in said county of Cooper adjoining the land aforesaid containing twenty four acres and seventy two hundredths it being the north west corner of section three Township forty eight of Range 14 being a portion of a tract patented to Joshua St. Ruchen & conveyed by his administrator to John Combs & by John Combs to John Samuel and by him to Benjamin Tucker and by Tucker's administrator to James M. Edgars and by Edgar to G.W. Morton and by George W. Morton by his deed of the 11th Nov. 1843 to William Samuel and the said Samuel by his said deed also conveyed to the said Terrill upon the same tracts a certain other tract of land in said county being part of Section four in Township forty eight of Range 14 being all that portion of the tract of land purchased by John Combs from the heirs of William [Frazier] which lies north of the road leading from Boonville to Rochefort and bounded as follows to wit commencing at a stake on the side of said road east of the house in which said Samuel formerly resided from which an elm stump eighteen inches in diameter bears north forty degrees west seventy two links. Thence North 88 degrees East 8 chains & 11 links to a rock from which a white oak 24 inches diameter bears north [6 ½ degrees?] East 62 links thence north of 5 ½ degrees East 4 chains & ½ links to a stake in the [ Rocheford?] road from which a white oak 36 inches diameter bears south 8 ½ degrees East 46 links & from which another white oaks 36 inches diameter bear north 3 ½ degrees West 41 links thence fifty chains and fifty links to a stake on the township line being the north east corner of section four thence north 87½ degrees West 13 chains and 53 links to a stake on the Township line near the South east corner of a school house thence south 1 degree & 47 minutes East 17 chains and 60 links to the beginning containing twenty-two acres and Eleven hundreths - the whole of the tracts conveyed by said deed contain [80?] acres more or less and whereas the right prower and authority was vested by the said deed in the said Terrill and his succesfors to sell the said lands and make deeds to the purchasers and to make other investments of the [ ] [money ] and whereas also since the making of said deed a said [ ] [ ] in the Circuit Court of Cooper County in the State of Mifsouri by the beneficiaries against the said Christopher J. Terrill to remove him as Trustee and to have another Trustee appointed vesting the new trustee with the legal title and all the powers which now pofsefsed by the said Terrill and whereas the March Term 1854 of said court a judgment and decree was rendered in said cause removing the said Terrill and appointing the undersigned William Rayl as trustee vesting me with the legal title to the said lands upon the trusts mentioned in said deed with power to sell the same and which said decree is hereby referred to for greater certainty and whereas since the rendition of said judgment and decree I the said William Rayl as trustee as aforesaid have sold to Christopher R. combs of the County of Cooper all of said real estate at and for the sum of one thousand & fifty dollars which is now to me in hand paid as trustee as aforesaid by the said Combs Now therefore know all men by these presents that I William Rayl as trustee as aforesaid by virtue of authority in me vested and for and in consideration of the premises have granted bargained and sold and do by these presents grant bargain and sell unto the said Christopher R. Combs and to his heirs and asfigns forever the said several tracts and parcels of land together with all and singular the appurtenances thereunto belonging or in any wise appertaining. To have and to hold the same to him the said Christopher R. Combs his heirs and afsigns forever. In testimony whereof I the said William Rayl as trustee as aforesaid have hereunto set my hand and seal this 20th day of March 1854.

County of Cooper) This day personally appeared before me the Clerk of the Circuit court within & for the county aforesaid William Rayl who is personally know to me to be the person whose name is subscribed to the foregoing deed as party thereto and acknowledged the same to be his act and deed for the uses and purposes therein mentioned. In witnefs whereof I Benj Tompkins the clerk aforesaid have hereunto set my hand and affixed the seal of said court at office this the 21st day of March A.D. 1854

County of Cooper) I Benjamin Tompkins Clerk of the Circuit Court and ex officio Recorder in and for the county aforesaid do hereby certify that the foregoing deed was filed with me for record on the 21st day of March A D 1854 and that the same was duly recorded in Deed Book R pages 142 and following Given under my hand and seal of said court at office the day and year aforesaid

Now at this 18th day of March 1854 it being the 12th day of the March Term 1854 of this court come the said plaintiffs David O. Whitehurst and Penelope Whitehurst his wife and the said infant plaintiffs come by the said David C. Whitehurst their natural guardian and it is manifested and proved to the court and the court is satisfied that the order of publication against the defendant made at the [crossed out] term of this court has been duly published in accordance with said order and of the Statute in such case made and provided and the said defendant though solemnly called comes not but makes default and having failed to answer or otherwise plead to the plaintiffs petition the same is taken as confefsed against said defendant and therefrom this cause being submitted to the courts for final hearing and judgment and the court being fully satisfied of said concerning the premises it is decreed and adjudged and decreed by the court that the defendant be and he is hereby removed as trustee and divested of all title power authority and tracts created by or vested in him by the deed of conveyance made to him on the 19th day of June 1849 by Wm. Samuel and which is set forth and refered to in the plaintiffs petition and the court hereby appoints Wm. Rayl of the county of Cooper in the State of Mifsouri trustee under said deed instead of the defendant who has been removed as aforesaid and it is ordered adjudged and decreed by the court that the legal title in fee to the real estate mentioned and described in said deed and set forth in the plaintiffs petition be and the same is hereby vested in the said Rayl in trust to and for the use benefit and behoof of the beneficiaries in said deed with all powers and subject to all the trusts mentioned in said deed and especially that the said Rayl be and he is hereby vested with power to sell and convey the fee simple title to said Real Estate discharged of all trusts holding however the proceeds of sale for the beneficiaries to be disposed or invested according to the said deed of trust and finally the said defendant is hereby removed as trustee and the said Rayl is hereby appointed trustee under said deed and fully invested with all the title power authority and trusts that the said defendant had under said deed and is hereby required to carry out the said trusts in all respects as fully as if he had been the original trustee, and it is further ordered that the costs of the suit by paid by the plaintiffs.

I Benjamin Tompkins Clerk of the Circuit court in and for said county and State do hereby certify that the above and foregoing is a true copy of the judgment rendered by said court in the cause wherein David C. Whitehurst and others are plaintiffs and Christopher J. Terrell is defendant as fully as the same remains of record in my office. Witnefs my hand and seal of said court hereto affixed at office this 28th day of March AD 1854

I Benjamin Tompkins Clerk of the Circuit Court and ex officio Recorder in and for the county aforesaid do hereby certify that the foregoing instrument of writing was filed with me for record on the 28th day of March A D 1854 and that the same was duly recorded in Deed Book R page 155. Given under my hand and seal of said court at office the day and year aforesaid.

[NOTE AT SIDE OF DEED]: I hereby acknowledge satisfaction in full of the purchase money for the real estate herein conveyed and do release the sum from the lien. Executed by this endorsement April 6th 1863. H.B. Benedict

This Indenture made and entered into between Herman B. Benedict and Valloria Benedict, (husband & Wife) of the first part and William Rayl, of the county of Cooper and State of Missouri of the Second part, Witnesseth that for and in consideration of the sum of six hundred and seventy five dollars, four hundred of which is in hand paid by Mrs. Penelopy A. Whitehurst wife of David C. Whitehurst of the City of Boonville aforesaid, and for the balance, the said Penelopy A. Whitehurst by the said Rayl as her trustee, has executed her note bearing even date herewith and payable twelve months after date say for two hundred & seventy five dollars. The party of the first part have granted, bargained and sold and do by these presents, grant bargain and sell unto the party of the second part his heirs &c in trust and for the purposes hereinafter mentioned the following real estate with the appurtenances situated and being in the City of Boonville County of Cooper & State of Missouri to wit, the east half of lot number one hundred & forty two (142) fronting on Morgan Street 45 feet extending northwardly 150 feet To have and to hold the said lot together with the appurtenances to him the said Rayl and to his heirs &c in trust first to secure to the party of the first part the said unpaid balance with the interest if any, and for the purpose the party of the second part is authorised and required to sell the said lot at public vendue for cash in hand at the court house door in the City of Boonville aforesaid at any time after the said note becomes due, on the request of the party of the first part and giving twenty days notice in some newspaper printed in the State of Missouri and after paying the expenses of this trust then the proceeds of sale are to be applied to the payments of said note & interest if any should accrue after said note becomes due, and the balance if any to be held and applied for the sole, separate and only use benefit and and [sic] behoof of the said Penelopy A. Whitehurst her heirs and assigns free from the debts contracts controll and liabilities now existing or which may hereafter exist against her said husband and when and so soon as the said note and interest shall have been paid, the said Rayl his heirs &c are to hold the said lot with the appurtenances in trust for the sole separate and only use benefit and behoof of the said Penenlopy A. Whitehurst and is to permit her to occupy use and enjoy the same [smudge mark] manner she may desire and as freely as a femesole and the said Rayl may and is hereby required upon her written request (after the said purchase money shall have been paid to the party of the first part) to sell the same or any part thereof in fee simple or for any [ ] estate and may at her said request to raise money for her or for such purpose as she may desire, mortgage the said lot or give a deed of trust upon the same with power in the trustee to sell the same in fee simple, and if at any time the said lot shall be sold by the said Rayl at the request of the said Penelopy A. Whitehurst the proceeds are to be held upon the like trusts and are to be free from the controll debts and liabilities existing or to exist against her husband and the said Penelopy A. Whitehurst her heirs and assigns are hereby fully vested with the equitable title in said lot as fully in all respects as if she was a femesole with the same powers of disposition but the same is to be free from the debts contracts and liabilities existing or to exist against her said husband and is bound for the said debt and interests to the party of the first part, which if paid without sale he is to acknowledge satisfied on the record where this deed may be recorded, sealed and delivered by the parties aforesaid this 13th day of October eighteen hundred and fifty four

County of Cooper) This day personally appeared before me Benj. Tompkins clerk of the circuit court in and for the county aforesaid Herman B. Benedict and Valloria Benedict his wife, and William Rayl all personally known to me to be the persons whose names are subscribed tot he foregoing deed as parties thereto, and they [severally] acknowledged the same to be their act and deed for the uses and purposes therein expressed and she the said Valloria Benedict having been by me made acquainted with the nature and contents of said deed acknowledged on an examination apart from her husband that she executed the same and relinquished her dower in the real estate therein mentioned freely and without compulsion or undue influence of her husband Given under my hand & seal of said court hereto affixed at office this 23d day of October AD 1854

Know all men by these Presents that I William Rayl and Sarah E. Rayl my wife of the city of Boonville county of Cooper and State of Missouri for and in consideration of the sum of five hundred and fifty dollars to us in hand paid by Frederick Stief of the city and county aforesaid the receipt of which is hereby acknowledged, have granted bargained and sold, and by these presents do grant, bargain and sell, convey and confirm unto the said Frederick Stief his heirs and assigns forever, the following described property situated and being in the said city of Boonville, to wit, Beginning at a stake on the West side of Sixth Street in Said city, seventy five feet from the north east corner of block No. 14, in Wyans addition to said city, thence South with the west line of said Sixth Street one hundred and fifty feet to a stake thence westwardly at right angles with said Sixth Street, one hundred and eighty seven and one half feet to as stake then north on a line parallel with said Sixth Street one hundred and fifty feet to a stake, thence east on a line parallel with said second line one hundred and eighty seven and one half feet, to the beginning, being the same tract of land that was sold and conveyed by Isaac Linberger to Wesley J. Wyan. To have and to hold the said described tract of land, with all the rights [ ] privileges and appurtenances thereunto belonging unto him the said Frederick Stief and to his heirs and assigns forever, the Said William Rayl hereby covenanting that he his heirs executors and administrator shall and will warrant and defend the title to the said premises unto him the said Frederick Stief his heirs and assigns forever, against the lawful claims and demands of all persons whomsoever. In testimony whereof we have hereunto subscribed our names and affixed our seals the first day of May 1856

County of cooper) Be it remember that Wm Rayl and Sarah E. Rayl wife of said Wm Rayl both of whom are personally known to the undersigned Justice of the Peace to be the same persons whose names are subscribed to the within deed this day appeared before me in the said County of Cooper and the said Wm Rayl [here and there] acknowledged that he executed the said deed for the use and purposes therein expressed and that said Sarah E. Rayl having been by me made acquainted with the contents of said deed and on examination apart from her said husband acknowledged that she executed the said deed and relinquished her dower in the Real Estate therein mentioned freely and without compulsion or under influence of her said husband. In testimony whereof I have hereunto set my hand this first day of May 1856

County of Cooper) I Benj Tompkins clerk of the circuit court and ex officio recorder in and for said County do hereby certify that the foregoing deed was deposited with me for record on the 2nd day of May A.D. 1856 and that the same was duly recorded in Deed Book T pages 279.80 Given under my hand and seal of said court at office the date last written.

To William Rayl, Trustee for my use and benefit in certain real estate hereinafter mention, in manner and form as set forth in a deed executed and delivered to you by H.B. Benedict and wife, and bearing date the 13th day of October A.D. 1854 conveying to you for my use and benefit the following real estate, with the appurtenances, situated and being in the City of Boonville, County of Cooper and State of Mifsouri, to wit: The east half of lot numbered one hundred and forty two (142) fronting on Morgan Street forty five (45) feet, extending northwardly one hundred and fifty (150) I hereby request you to sell and convey said real estate in fee simple to Dora Mengold of Harper's Ferry in the State of Virginia at and for the price and consideration of six hundred and fifty Dollars. This request is made under and by virtue of the authority and directions contained in said deed, in regard to selling and conveying said real estate.